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Search results; Over 1,000 homes in Middleburg

Guest favourite
Home in Middleburg
Rustic Treehouse, 30 Acres + Firepit + Black Creek
1 bedroom, 1 bed, 2 private bathrooms
21–26 Sept
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4.89 out of 5 average rating, 27 reviews
Guest favourite
Flat in Middleburg
Florida Postcard Getaway
1 bedroom, 1 bed
21–26 Sept
4.95 out of 5 average rating, 20 reviews
Farm stay in Middleburg
A Private Loft at Grand Landings Equestrian Center
1 bedroom, 3 beds
27 Sept – 2 Oct
4.87 out of 5 average rating, 276 reviews
Superhost
Home in Middleburg
Sunset Pond Views| Perfect For Families
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Orange Park
Modern Open Concept 3/2 Retreat
3 bedrooms, 3 beds
21–26 Sept
New place to stay
Top guest favourite
Yurt in Middleburg
Pasture Bedtime Yurt
1 bedroom, 5 beds
20–25 Sept
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Middleburg
Creek House hideaway NEW HOT TUB !
3 bedrooms, 4 beds
17–22 Sept
4.9 out of 5 average rating, 59 reviews
Guest favourite
Home in Orange Park
Game Room + Fenced Backyard | Rococo Retreat | 3BR
3 bedrooms, 3 beds
15–20 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Home in Orange Park
Dogwood Stay: Near the Lake
3 bedrooms, 3 king beds
16–21 Sept
4.9 out of 5 average rating, 71 reviews
Top guest favourite
Home in Orange Park
Luxury Home w/ Glass Room & Patios
4 bedrooms, 7 beds
20–25 Sept
4.9 out of 5 average rating, 263 reviews
Top guest favourite
Place to stay in Green Cove Springs
Waterfront Sanctuary
2 bedrooms, 2 queen beds
25–30 Sept
4.95 out of 5 average rating, 64 reviews
Guest favourite
Home in Middleburg
NEW Spacious 5/2 Huge Yard Fence 6 TVs Beach45 min
5 bedrooms, 10 beds
17–22 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Jacksonville
4bd 2 bth Home in Oakleaf area! W/Tesla Charger
4 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Middleburg
Charming Southern Country Retreat
6 bedrooms, 8 beds
19–24 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Jacksonville
Beautiful Home with plenty of parking space.
4 bedrooms, 6 beds
15–20 Sept
4.95 out of 5 average rating, 19 reviews
Guest favourite
Home in Middleburg
Picturesque Middleburg Creek-View Vacation Home!
2 bedrooms, 3 beds
18–23 Sept
4.96 out of 5 average rating, 68 reviews
Guest favourite
Home in Orange Park
Spacious family hangout spot
3 bedrooms, 3 beds
16–21 Sept
4.96 out of 5 average rating, 28 reviews
Superhost
Townhouse in Orange Park
3BR Townhome, King Suite + Small Dogs
3 bedrooms, 3 beds
15–20 Sept
4.92 out of 5 average rating, 25 reviews
Top guest favourite
Guest suite in Middleburg
Secluded, Cozy Guest Suite on Black Creek
1 bedroom, 1 queen bed
12–17 Oct
4.99 out of 5 average rating, 122 reviews